37 days in San Francisco Bay Area & San Diego Itinerary

37 days in San Francisco Bay Area & San Diego Itinerary

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Route & dates

37 days in San Francisco Bay Area & San Diego Itinerary

Start: Auckland
Fly:  15​h 30​min
1
San Francisco
— 5 nights
Drive:  1​h 45​min
2
Guerneville
— 2 nights
Drive:  1​h 30​min
3
Napa
— 4 nights
Drive:  1​h 15​min
4
Sacramento
— 4 nights
Drive:  3​h 15​min
5
Monterey
— 6 nights
Fly:  4​h
6
San Diego
— 13 nights
Fly:  17​h 45​min
End: Auckland

5
nights
San Francisco

San Francisco ©
San Francisco is a top holiday destination featuring scenic beauty and great ethnic and cultural diversity.
Eschew the tourist crowds and head to Muir Woods National Monument and Lands End. Head to Ferry Building Marketplace and Bay Streetfor plenty of shopping. Explore the numerous day-trip ideas around San Francisco: Point Reyes Lighthouse (in Point Reyes National Seashore) and Stanford University (in Palo Alto). And it doesn't end there: contemplate the waterfront views at San Francisco Bay, take in panoramic vistas at Coit Tower, stroll around Golden Gate Park, and take in the spiritual surroundings of Grace Cathedral.

To see reviews, photos, other places to visit, and more tourist information, you can read our San Francisco trip itinerary planning app .

Auckland, New Zealand to San Francisco is an approximately 15.5-hour flight. You can also do a combination of flight and train. The time zone difference when traveling from Auckland to San Francisco is minus 20 hours. Expect much warmer weather when traveling from Auckland in September: highs in San Francisco hover around 28°C, while lows dip to 17°C. Finish your sightseeing early on the 24th (Tue) so you can drive to Guerneville.

Things to do in San Francisco

Parks Museums Nature

Side Trips

Battery Spencer, Muir Woods National Monument, Bay Street, Point Reyes Lighthouse, Stanford University
Highlights from your plan
Muir Woods National Monument ©
Muir Woods National Monument
Lands End ©
Lands End
San Francisco Bay ©
San Francisco Bay

2
nights
Guerneville

Guerneville ©
Guerneville is an unincorporated community and census-designated place in the Russian River Valley of Sonoma County, California, United States. On the 25th (Wed), awaken your taste buds at some of the top wineries in the area, see the interesting displays at Charles M. Schulz Museum, and then admire the majestic nature at Armstrong Redwood State Reserve. Get ready for a full day of sightseeing on the 26th (Thu): do a tasting at Alexander Valley Vineyards, look for all kinds of wild species at Safari West, and then learn about winemaking at Francis Ford Coppola Winery.

For ratings, reviews, photos, and other tourist information, read Guerneville trip planner .

Drive from San Francisco to Guerneville in 2 hours. Traveling from San Francisco in September, expect nights in Guerneville to be a bit cooler, around 12°C, while days are somewhat warmer, around 34°C. Finish up your sightseeing early on the 26th (Thu) so you can go by car to Napa.

Things to do in Guerneville

Parks Wildlife Nature

Side Trips

Healdsburg, Santa Rosa, Francis Ford Coppola Winery
Highlights from your plan
Armstrong Redwood State Reserve ©
Armstrong Redwood State Reserve
Safari West ©
Safari West
Wine Tours & Tastings

4
nights
Napa

Napa ©
Located just 80 km (50 mi) north of San Francisco, Napa sits at the southern end of the scenic Napa Valley, one of the world's major wine regions.
Head to Oxbow Public Market and Napa Premium Outletsfor some retail therapy. Step off the beaten path and head to Balloon Rides and Wine Tours & Tastings. Get out of town with these interesting Napa side-trips: Heitz Cellar (in St. Helena), Castello di Amorosa (in Calistoga) and VJB Cellars (in Kenwood). And it doesn't end there: view the masterpieces at Mumm Napa, learn about winemaking at Artesa Vineyards & Winery, stroll around Sonoma Plaza, and admire the masterpieces at The Hess Collection Winery & Art Museum.

To see traveler tips, other places to visit, photos, and other tourist information, read Napa trip itinerary maker tool .

You can drive from Guerneville to Napa in 1.5 hours. Expect a daytime high around 32°C in September, and nighttime lows around 12°C. Finish your sightseeing early on the 30th (Mon) so you can drive to Sacramento.

Things to do in Napa

Wineries Tours Shopping

Side Trips

Sonoma, St. Helena, Robert Mondavi Winery, VJB Cellars, Castello di Amorosa
Highlights from your plan
Oxbow Public Market ©
Oxbow Public Market
Balloon Rides
Artesa Vineyards & Winery ©
Artesa Vineyards & Winery

4
nights
Sacramento

Sacramento ©
The capital city of America's most economically significant state, Sacramento is an important stop for any politico.
For shopping fun, head to Westfield Downtown Plaza or Vintage Faire Mall. Get outdoors at Beals Point and Tuolumne River Trail. Explore the numerous day-trip ideas around Sacramento: Modesto Arch (in Modesto) and Grass Valley (Lucchesi Vineyards Tasting Room & Holbrooke Hotel). There's still lots to do: see the interesting displays at California State Railroad Museum, admire the natural beauty at California State Capitol Museum, admire the masterpieces at Crocker Art Museum, and deepen your understanding at Sacramento City College.

Plan a trip to Sacramento easily and quickly by telling Inspirock to suggest an itinerary.

Getting from Napa to Sacramento by car takes about 1.5 hours. Other options: take a bus; or do a combination of bus and train. Traveling from Napa in September, things will get somewhat warmer in Sacramento: highs are around 36°C and lows about 17°C. Wrap up your sightseeing on the 4th (Fri) to allow time to drive to Monterey.

Things to do in Sacramento

Shopping Museums Parks

Side Trips

Modesto, Grass Valley, Folsom
Highlights from your plan
Vintage Faire Mall ©
Vintage Faire Mall
Folsom Premium Outlets ©
Folsom Premium Outlets
California State Railroad Museum ©
California State Railroad Museum

6
nights
Monterey

Monterey ©
Monterey is a city in the U.S. You'll discover tucked-away gems like Point Lobos and Dolphin & Whale Watching. Do your shopping at Carmel Plaza and Carousel Candies. Step out of Monterey to go to Salinas and see Oldtown, which is approximately 32 minutes away. The adventure continues: tour the pleasant surroundings at Asilomar State Beach, get to know the fascinating history of Cannery Row, take in the exciting artwork at Wyland Gallery Carmel, and grab your bike and head to Monterey Peninsula Recreational Trail.

To see other places to visit, where to stay, reviews, and other tourist information, read our Monterey attractions tool .

Traveling by car from Sacramento to Monterey takes 3.5 hours. Alternatively, you can fly; or do a combination of flight and shuttle. Traveling from Sacramento in October, you will find days in Monterey are a bit cooler (24°C), and nights are about the same (13°C). Finish your sightseeing early on the 10th (Thu) to allow enough time to travel to San Diego.

Things to do in Monterey

Outdoors Parks Nature

Side Trips

Carmel, Pacific Grove, Salinas, Pebble Beach Golf Links
Highlights from your plan
Point Lobos ©
Point Lobos
Dolphin & Whale Watching
Monterey Peninsula Recreational Trail ©

13
nights
San Diego

San Diego ©
Divided into neighborhoods with distinct characters and cultural heritages, San Diego sits just north of the Mexican border and offers visitors a blend of tourist attractions, including a lively nightlife, diverse cuisine, and a thriving musical scene.
Eschew the tourist crowds and head to Seaport Village and La Jolla Shores Park. For shopping fun, head to Imperial Valley Mall or Desert Hills Premium Outlets. Explore the numerous day-trip ideas around San Diego: Laguna Mountain Recreation Area (in Mount Laguna), Laguna Beach (Crescent Bay Beach, Crystal Cove, & more) and Lions, Tigers & Bears (in Alpine). There's still lots to do: see majestic marine mammals with a dolphin and whale watching tour, kick back and relax at Newport Beach, admire nature's extreme beauty at Anza-Borrego Desert State Park, and appreciate the extensive heritage of Old Town San Diego State Historic Park.

To see photos, where to stay, more things to do, and tourist information, read San Diego journey maker app .

Traveling by flight from Monterey to San Diego takes 4 hours. Alternatively, you can do a combination of shuttle and flight; or drive. Plan for a bit warmer temperatures traveling from Monterey in October, with highs in San Diego at 30°C and lows at 20°C. Finish up your sightseeing early on the 23rd (Wed) so you can travel back home.

Things to do in San Diego

Parks Outdoors Wildlife

Side Trips

Laguna Beach, Coronado, Imperial Valley Mall, Laguna Mountain Recreation Area, Newport Beach
Highlights from your plan
Lions, Tigers & Bears ©
Lions, Tigers & Bears
Anza-Borrego Desert State Park ©
Anza-Borrego Desert State Park
Dolphin & Whale Watching

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